Gold(I)-Catalyzed Addition
of Thiols and Thioacids
to 3,3-Disubstituted Cyclopropenes
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Abstract
Gold(I)-catalyzed reactions of thiols, thiophenols, and
thioacids
with 3,3-disubstituted cyclopropenes occur in a regioselective and
chemoselective manner to produce either vinyl thioethers or primary
allylic thioesters in good yields. A survey of commonly used gold(I)
catalysts shows Echavarren’s cationic gold(I) catalyst to be
most tolerant of deactivation by sulfur. A novel digold with bridging
thiolate complex is characterized by X-ray crystallography, shedding
light on a possible deactivation pathway